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# Senior Payroll & Benefits Administrator

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[Apply for this job](#job-application)[View company](https://jobicy.com/company/yipitdata.md)ShareRemote from[USA](https://jobicy.com/job-region/usa.md)SalaryUSD 105k–115k / yrDepartment[HR & Recruiting](https://jobicy.com/categories/hr.md)EmploymentFull TimeExperienceSeniorPublished30 Oct 2026Apply before29 Nov 2026Listing views41Application actions3Application toolkit

## Make your next move.

Prepare your resume, explore your fit, and draft a cover letter for this opportunity.

AI Summary

## The role, at a glance.

This senior HR operations role owns accurate, compliant end-to-end US payroll for more than 500 employees. The administrator manages multi-state payroll, payroll tax and withholding questions, ADP Workforce Now processes, and employee payroll support. The position also administers payroll-related benefits activities, reconciles carrier invoices and self-insured plan activity, and supports month-end, year-end, W-2, audit, and open-enrollment cycles. Success requires rigorous controls, advanced spreadsheet work, independent judgment, and close collaboration with Finance, People Ops, Accounting, ADP, and benefits vendors.

## Role DNA

A quick view of the complexity, pace, ownership and collaboration implied by the job description.

### Job Complexity

4/5EasyHard

### Pace & Pressure

4/5RelaxedFast-paced

### Autonomy Level

5/5GuidedFull ownership

### Communication Load

4/5IndependentCollaborative

AI insightThe role carries high accuracy and compliance risk because it processes payroll for a large distributed US workforce across multiple states. It also requires independently resolving complex discrepancies across payroll, HRIS, carrier, vendor, and accounting data under recurring deadlines.

## Salary analysis

Estimated compensation compared with the broader US market for similar roles.

Estimated job median (per year)Highly competitive$110,000US market range (per year)$95k–$125k0$137.50k

AI insightThe employer explicitly states an annual base-salary range of USD 105,000–115,000, with a midpoint of USD 110,000 per year. The estimated US market range for a senior payroll and benefits administrator supporting a 500+ employee, multi-state workforce is USD 95,000–125,000 annually.

## Core skills

Skills and capabilities most closely associated with this opportunity.

[US payroll processing](https://jobicy.com/jobs?search_keywords=US%20payroll%20processing.md)[ADP Workforce Now](https://jobicy.com/jobs?search_keywords=ADP%20Workforce%20Now.md)[Multi-state payroll compliance](https://jobicy.com/jobs?search_keywords=Multi-state%20payroll%20compliance.md)[Payroll tax compliance](https://jobicy.com/jobs?search_keywords=Payroll%20tax%20compliance.md)[Benefits administration](https://jobicy.com/jobs?search_keywords=Benefits%20administration.md)[Benefits invoice reconciliation](https://jobicy.com/jobs?search_keywords=Benefits%20invoice%20reconciliation.md)[Self-insured health plan reconciliation](https://jobicy.com/jobs?search_keywords=Self-insured%20health%20plan%20reconciliation.md)[Payroll reconciliations](https://jobicy.com/jobs?search_keywords=Payroll%20reconciliations.md)[W-2 preparation](https://jobicy.com/jobs?search_keywords=W-2%20preparation.md)[Excel](https://jobicy.com/jobs?search_keywords=Excel.md)[Google Sheets](https://jobicy.com/jobs?search_keywords=Google%20Sheets.md)[Financial controls](https://jobicy.com/jobs?search_keywords=Financial%20controls.md)[Audit support](https://jobicy.com/jobs?search_keywords=Audit%20support.md)[Vendor management](https://jobicy.com/jobs?search_keywords=Vendor%20management.md)[Process improvement](https://jobicy.com/jobs?search_keywords=Process%20improvement.md)

Sample interview questionsDescribe your experience running multi-state payroll for a workforce of 500 or more employees.I have owned end-to-end payroll cycles for distributed US employees, validating employee changes, earnings, deductions, taxes, and approvals before transmission. I use documented checklists and reconciliation reports to identify exceptions early and ensure payroll is accurate, timely, and compliant across states.

How would you investigate a discrepancy between a benefits carrier invoice and payroll deductions?

I would reconcile eligibility, enrollment elections, effective dates, deduction amounts, and carrier billing periods across the HRIS, payroll system, and carrier file. I would document the variance, determine whether it is an enrollment, timing, deduction, or vendor-file issue, coordinate corrections with the relevant teams, and retain an audit trail through resolution.

What controls do you use to reduce payroll errors?

I use standardized input deadlines, approval workflows, pre-payroll variance reports, employee-level exception reviews, and post-payroll reconciliations to the general ledger and funding reports. I also maintain clear process documentation and investigate material changes in gross pay, taxes, deductions, and headcount.

How have you handled complex payroll tax or withholding questions?

I first confirm the employee's work and residence locations, the applicable payroll configuration, and the governing federal, state, and local rules. I research authoritative guidance when needed, involve internal tax or external payroll partners for escalations, implement the correction, and communicate the outcome clearly to the employee and stakeholders.

How would you prioritize work during a payroll week that also includes benefits reconciliation and employee escalations?

I would protect payroll cutoff and approval deadlines first because payroll is time-sensitive and high impact. I would triage escalations by pay impact and compliance risk, schedule focused reconciliation blocks around the payroll calendar, communicate expected resolution times, and escalate blockers early to preserve accuracy.

Opportunity details

## About this role.

About Us:

YipitData is the leading market research and analytics firm for the disruptive economy and most recently raised $475M from The Carlyle Group at a valuation of over $1B. Every day, our proprietary technology analyzes billions of alternative data points to uncover actionable insights across sectors like software, AI, cloud, e-commerce, ridesharing, and payments.

Our data and research teams transform raw data into strategic intelligence, delivering accurate, timely, and deeply contextualized analysis that our customers—ranging from the world’s top investment funds to Fortune 500 companies—depend on to drive high-stakes decisions. From sourcing and licensing novel datasets to rigorous analysis and expert narrative framing, our teams ensure clients get not just data, but clarity and confidence.

We operate globally with offices in the US, APAC, and India. Our award-winning, people-centric culture—recognized by Inc. as a [Best Workplace](https://www.inc.com/profile/yipitdata) for three consecutive years—emphasizes transparency, ownership, and continuous mastery.

What It’s Like to Work at YipitData:

YipitData isn’t a place for coasting—it’s a launchpad for ambitious, impact-driven professionals.

From day one, you’ll take the lead on meaningful work, accelerate your growth, and gain exposure that shapes careers.

Why Top Talent Chooses YipitData:

* Ownership That Matters: You’ll lead high-impact projects with real business outcomes
* Rapid Growth: We compress years of learning into months
* Merit Over Titles: Trust and responsibility are earned through execution, not tenure
* Velocity with Purpose: We move fast, support each other, and aim high—always with purpose and intention

If your ambition is matched by your work ethic—and you’re hungry for a place where growth, impact, and ownership are the norm—YipitData might be the opportunity you’ve been waiting for.

About The Role:

We are seeking a Senior Payroll & Benefits Administrator to own our US payroll operations and support the financial and administrative components of our benefits programs. You’ll be responsible for accurate and timely payroll for 500+ employees, multi-state payroll compliance, benefits invoice reconciliation, and the payroll and reconciliation processes associated with our self-insured health plans.

This is a highly hands-on role that will partner closely with Finance, People Ops, ADP, and our benefits partners. You’ll serve as an internal payroll subject matter expert while helping us strengthen controls, improve processes, and scale our payroll and benefits operations as the company grows.

This is a remote-friendly opportunity that can sit in NYC (where our headquarters is located), one of our office hubs, or anywhere else in the US. However, depending upon where the remote work is performed, income could be subject to New York State tax withholding.

We expect East Coast work hours.

As Our Senior Payroll & Benefits Administrator You Will:

* Own end-to-end US payroll processing 500+ US employees, ensuring accurate, timely, and compliant payroll.
* Partner with Finance and People Ops to manage payroll inputs and changes, including new hires, terminations, compensation changes, bonuses, deductions, and leaves, proactively identifying and resolving discrepancies.
* Serve as the primary point of contact and internal subject matter expert for payroll, resolving employee questions and partnering with ADP and internal stakeholders on payroll, tax, and deduction issues.
* Manage multi-state payroll and tax requirements for a distributed workforce, including appropriate handling of New York’s Convenience of the Employer rule and related withholding requirements.
* Own payroll and invoicing-related benefits administration, including employee deduction changes, QLEs, and ongoing coordination with the People Ops benefits team.
* Review and reconcile benefits invoices and self-funded plan activity, validating employee eligibility, enrollment, payroll deductions, and plan fees, and partner with Accounting to resolve discrepancies and complete financial reconciliations.
* Own payroll and benefits reconciliations and support month-end, year-end, W-2 preparation, open enrollment, benefits renewals, audits, and other recurring processes.
* Maintain strong documentation and controls while identifying opportunities to automate, simplify, and scale payroll and benefits processes.

You Are Likely To Succeed If:

* You have 4+ years of hands-on payroll and benefits administration experience, including direct responsibility for running payroll through ADP Workforce Now for a US workforce of at least 500 employees and managing multi-state payroll. Experience reconciling benefits invoices is required; experience with self-insured benefits plans and New York’s Convenience of the Employer rule is strongly preferred.
* You have strong working knowledge of federal, state, and local payroll and tax requirements and are comfortable researching and resolving complex payroll and withholding questions.
* You have hands-on experience with benefits administration and invoice reconciliation and can confidently identify discrepancies across payroll, HRIS, carrier, and vendor data.
* You are highly proficient with Excel or Google Sheets and comfortable working with large datasets, reconciliations, audits, and reporting.
* You are exceptionally detail-oriented and take ownership of high-stakes, deadline-driven work, building appropriate checks and controls into your processes.
* You are a clear, empathetic communicator who can independently own recurring processes, exercise good judgment, and continuously look for ways to make payroll and benefits administration more efficient, scalable, and reliable.

What We Offer:

Our compensation package includes comprehensive benefits, perks, and a competitive salary:

* We care about your personal life, and we mean it. We offer flexible work hours, flexible vacation, a generous 401K match, parental leave, team events, wellness budget, learning reimbursement, and more!
* Your growth at YipitData is determined by the impact that you are making, not by tenure, unnecessary facetime, or office politics. Everyone at YipitData is empowered to learn, self-improve, and master their skills in an environment focused on ownership, respect, and trust. See more on our high-impact, high-opportunity work environment above!
* Base Salary Only: The annual base salary range for this position is anticipated to be $105,000-115,000. Final compensation may be determined by a number of factors, including, but not limited to, the applicant’s experience, knowledge, skills, abilities, and internal team benchmarks.
* The compensation package also includes equity.

This role may be performed fully remotely within the United States. Please note that our US headquarters are located in NYC. If the remote work is performed outside of these offices, income may be subject to New York State tax withholding.

We are committed to equal employment opportunity regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, marital status, disability, gender, gender identity or expression, or veteran status. We are proud to be an equal opportunity employer.

[Job Applicant Privacy Notice](https://www.yipitdata.com/careers/job-applicant-privacy-notice)

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[Apply now >](https://jobicy.com/jobs/158031-senior-payroll-benefits-administrator.md)

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